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Licoisoflavone A

CAT: 0804-HY-N3389-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N3389-01Size:5 mg
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Description
Licoisoflavone A is an orally active isoflavone. Licoisoflavone A inhibits proliferation, induces apoptosis, and causes G1/S phase arrest in colorectal cancer (CRC) cells. Licoisoflavone A inhibits the CDK2-Cyclin E1 axis. Licoisoflavone A inhibits lipid peroxidation with an IC50 of 7.2 μM. Licoisoflavone A shows a dose-dependent inhibition effect on SARS-CoV-2 infection. Licoisoflavone A exhibits significant anti-tumor efficacy in mice bearing CT26 cell subcutaneous xenografts. Licoisoflavone A can be used for the study of colorectal cancer and SARS-CoV-2 infection[1][2][3][4].
CAS Number
66056-19-7
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; CDK; SARS-CoV; Sirtuin
Type
Natural Products
Related Pathways
Anti-infection; Apoptosis; Cell Cycle/DNA Damage; Epigenetics
Applications
Neuroscience-Neuromodulation
Field of Research
Cancer; Infection; Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/licoisoflavone-a.html
Purity
99.41
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C1C(C2=C(C(C/C=C(C)/C)=C(O)C=C2)O)=COC3=CC(O)=CC(O)=C13
Molecular Formula
C20H18O6
Molecular Weight
354.35
Precautions
H302, H315, H319, H335
References & Citations
[1]Xu H, et al. Bioactive compounds from Huashi Baidu decoction possess both antiviral and anti-inflammatory effects against COVID-19. Proc Natl Acad Sci U S A. 2023 May 2;120 (18) :e2301775120.|[2]Guo R, et al. High content screening identifies licoisoflavone A as a bioactive compound of Tongmaiyangxin Pills to restrain cardiomyocyte hypertrophy via activating Sirt3. Phytomedicine. 2020 Mar;68:153171. |[3]S. Toda, et al. Inhibitory Effects of Isoflavones in Sophora mooracrotiana on Lipid Peroxidation by Superoxide. Pharmaceutical Biology. 2002, 40 (6) :422-424. |[4]Cui J, et al. Licoisoflavone A inhibits colorectal cancer cell proliferation through targeting CDK2-Cyclin E1 axis-mediated cell cycle transition. Biochem Pharmacol. 2025 Oct;240:117124.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Licoisoflavone A

Licoisoflavone A is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by additional hydroxy groups at positions 5, 2' and 4' and a prenyl group at position 3'. It has a role as a metabolite.

CAS Number66056-19-7
PubChem CID5281789
IUPAC Name3-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxychromen-4-one
Molecular FormulaC20H18O6
Molecular Weight354.4
XLogP4.2
Topological Polar Surface Area107
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Heavy Atom Count26
Formal Charge0
Complexity593
SMILES
CC(=CCC1=C(C=CC(=C1O)C2=COC3=CC(=CC(=C3C2=O)O)O)O)C
InChI
InChI=1S/C20H18O6/c1-10(2)3-4-13-15(22)6-5-12(19(13)24)14-9-26-17-8-11(21)7-16(23)18(17)20(14)25/h3,5-9,21-24H,4H2,1-2H3
InChIKey
KCUZCRLRQVRBBV-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Licoisoflavone A
CAS: 66056-19-7
CID: 5281789
Formula: C20H18O6
MW: 354.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight354.4
XLogP34.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass354.11033829
Monoisotopic Mass354.11033829
Topological Polar Surface Area107 Ų
Heavy Atom Count26
Formal Charge0
Complexity593
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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